Parasiticidal preparations



- Patented Nov. 14, 1944 NITED STAT ES PATENT O F- astern r r rsnasrrwmsn PBEPdBAhONfi mm 0. use. remn nt J. tunnel-unease States Hubbu- Co corporationofNew eras! ew York, N. Y a

Serial 5 Claim (c1. 167 -30) invention relates to new and useful immovements in parasiticidal preparations, more particularly to germicides, that is, fungicides and bactericides, and to insecticides, the latter terns being considered to include larvicides and arachnicides, as well as insectiiuges and larvifuses. The invention further relates to'methods of protecting organic material subject to attach by microorganisms. as. in the immunizing of seed, and the mildewproonn'g of fabrics and other material. I F 1 I have found that 2,2,4,6,6-pentachloro-3-cyclohexenedione-1,3 is an eifective germicide and insecticide. The structure of the compound may be represented as follows:

in Berichte.

are

and grown to healthy when only 14% of the untreated seeds had sermina V Example II This case illustrates the eifectiveness of 2,2,

6,6 -pentach1oro-3-cyclohetenedlone-1,3 as a bactericide. 3-cyclohexenedione-L3' was suspended in water which contained 2% of Emulphor-EL (believed No growth-of naturally occurring bacteria was 1,3 may" be used as a seed protestant harmful protect plants or. soil from organisms v to seeds and plants: vIt may also he applied toprevent or retard funguagrowth and the forma- .tion of, for example, mildew on rope, 'wood', fur, hair, feathers, cotton, wool, leather, rubber. rubberiaed or synthetic fabrics, and the like. The 2,2,s,e,centsemore-syeien amedl- Cone-11,3 may be applied as dust or spraysor; in

solution in a suitable solvent.- It may be applied diluted or undiluted, or mixed with carrier, or

other fungicides. germicidesor insecticides, fertiliaers, hormones, buiferingor aafening agents.

Thefollowing examples are aiven'to limo-ate;

the invention:

Pea teed.

31mm form. Thea'eeds were number of organisms, including Wm ultimum. determined by the number of treated which and developed into Perfection, were with I by weiahtof the 2,2,4,6,6-pentachloro-3-cythen in soil to-be infested with a 'Ihe efiectivenesaof-the fungicide washealthylplants-with anequal number of line" treated seeds planted under the same conditions. Observations made at the end of ten days showed that 78% of the treated seeds had germinated observed after thirty days. 'On the other hand. a section of potato treated in asimilar manner with a 2% solution of Emulphor-EL in'water, which solution did not contain a germicide, became heavily r mps;

. The arachnicidal'properties or assesenta- I chloro-a-cyclohexenedione-ha are shown by the following test:

plants which had been sprayed wlth water containing 25% or 'Naccon'al but without the 2,2,45,-

overgrown with naturally occurring 7 bacteria within the same periodof time.

5% by weight of 2,2,4,6,6-pentachlor0-f j to be reaction product of fatty acid or fatty acid ester with ethylene oxide) as a dispersing agent. 4 A section of potato was immersed in this suspeno-pentachloi'o-s-cyclchexenedione-La s h o w e d Example ll! The repellent propertiesof flfigfifl-pentachio- 'ro-a-oyclohexenedione-lx are shown by the fol- 10.13! wt; a-pieces of woolen cloth 1%" x '4" were ininersed in a 5% solution by weight of'the cheml cal in acetone until saturated with the solution, then removed, air-dried to remove theacetone,

and each placed in a separate covered petri-dish containing ,5 black carpet bettle larvae, and

allowed to stand "in a dark place at room temperature for three weeks. Four similar pieces of untreated woolen cloth were placed in separate pet'ri dishes, each'oontaining five black carpet beetle larvae. and then allowed to stand for three weeks under equal conditions. -At the end of this period it was found that no surface feeding had occurred onthe treated samples, whereas very heavy feeding had occurred on the untreated samples. Furthermore, 100% of the larvae exposed to the treated samples were dead, whereas there was no mortality in the larvae exposed to the untreated samples. 9

Having thus described my invention, what I claim and desire to protect by Letters Patent is:

1. A fungicidal composition comprising a carrier and 2,2,4,6,6-pentachloro-3-cyclohexenedione-1,3 as an essential active ingredient.

2. The method of protecting organic material subject to attack by microorganisms which com-' prises treating said organic material with 2,2,4,6',- fi-pentachloro-3;-cyclohexenedione-1,3.

3. The method of protecting seeds, plants and soil, subject to attack by fungi, bacteria and insects which comprises treating said material with 2,2,4,6,6-pentachloro-3-cyciohexenedione-1,3.

4. The method of immunizing seed which comprises treating said seed with 2,2,4,6,6-pentachlo- 'ro-3-cyclohexenedione- 1,3.

5. The method of controlling mildew on organic material which comprises treating said organic material with 2,2,4,6,6 pentachloro-3-cyc10- hexenedlone- 1,3.

ELBERT C. LADD. 

